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Topic: Inductive effect of benzyl group? *delete me*  (Read 5828 times)

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Offline noromon119

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Inductive effect of benzyl group? *delete me*
« on: January 06, 2010, 08:14:06 AM »
This is about treatement of buta(1,3 )dienyl benzene wih HCl, done so that just one of the double bonds is desaturated.

So, the question now is which double bond is broken.

The benzyl group is slightly electron withdrawing, so, can I say that the double bond at 1 can be considered as polarized and H+ attacks at 1 and 2 gets positive charge (becomes electron deficient) so, the product will be 2-chloro, but-3-enyl benzene?? Or, should I consider the polarization of the double bond at 3, because the whole group on one side is electron donating, and the product will be 3-chloro,but-1-enyl benzene??

Please help me out. Im just starting out with Oraganic Chemistry.
« Last Edit: January 06, 2010, 08:28:25 AM by 31pirate13 »

Offline noromon119

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Re: Incuctive effect of benzyl group? *delete me*
« Reply #1 on: January 06, 2010, 08:25:55 AM »
Sorry, its Inductive, not incuctive.

Offline noromon119

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Re: Incuctive effect of benzyl group?
« Reply #2 on: January 06, 2010, 02:17:10 PM »
whats this *delete me*??
sorry for my mistypes, was in a hurry.

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